Literature DB >> 11836123

Psammaplin A, a chitinase inhibitor isolated from the Fijian marine sponge Aplysinella rhax.

J N Tabudravu1, V G H Eijsink, G W Gooday, M Jaspars, D Komander, M Legg, B Synstad, D M F van Aalten.   

Abstract

Several brominated tyrosine derived compounds, psammaplins A (1), K (2) and L (3) as well as bisaprasin (4) were isolated from the Fijian marine sponge Aplysinella rhax during a bioassay guided isolation protocol. Their structures were determined using NMR and MS techniques. Psammaplin A was found to moderately inhibit chitinase B from Serratia marcescens, the mode of inhibition being non-competitive. Crystallographic studies suggest that a disordered psammaplin A molecule is bound near the active site. Interestingly, psammaplin A was found to be a potent antifungal agent.

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Year:  2002        PMID: 11836123     DOI: 10.1016/s0968-0896(01)00372-8

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  25 in total

1.  High-resolution structures of a chitinase complexed with natural product cyclopentapeptide inhibitors: mimicry of carbohydrate substrate.

Authors:  Douglas R Houston; Kazuro Shiomi; Noriko Arai; Satoshi Omura; Martin G Peter; Andreas Turberg; Bjørnar Synstad; Vincent G H Eijsink; Daan M F van Aalten
Journal:  Proc Natl Acad Sci U S A       Date:  2002-07-01       Impact factor: 11.205

2.  Induction of apoptosis in endometrial cancer cells by psammaplysene A involves FOXO1.

Authors:  Emily Berry; Jennifer L Hardt; Jon Clardy; John R Lurain; J Julie Kim
Journal:  Gynecol Oncol       Date:  2008-11-28       Impact factor: 5.482

3.  Chitin-based scaffolds are an integral part of the skeleton of the marine demosponge Ianthella basta.

Authors:  E Brunner; H Ehrlich; P Schupp; R Hedrich; S Hunoldt; M Kammer; S Machill; S Paasch; V V Bazhenov; D V Kurek; T Arnold; S Brockmann; M Ruhnow; R Born
Journal:  J Struct Biol       Date:  2009-06-28       Impact factor: 2.867

Review 4.  Preclinical studies on histone deacetylase inhibitors as therapeutic reagents for endometrial and ovarian cancers.

Authors:  Brahma N Singh; Hongyuan Zhou; Jinping Li; Tracy Tipton; Bin Wang; Guo Shao; E Nickolas Gilbert; Qiang Li; Shi-Wen Jiang
Journal:  Future Oncol       Date:  2011-12       Impact factor: 3.404

5.  Structural dissection reveals a general mechanistic principle for group II chitinase (ChtII) inhibition.

Authors:  Wei Chen; Yong Zhou; Qing Yang
Journal:  J Biol Chem       Date:  2019-05-03       Impact factor: 5.157

6.  Activated chemical defense in marine sponges--a case study on Aplysinella rhax.

Authors:  Carsten Thoms; Peter J Schupp
Journal:  J Chem Ecol       Date:  2008-08-05       Impact factor: 2.626

7.  The cyclic dipeptide CI-4 [cyclo-(l-Arg-d-Pro)] inhibits family 18 chitinases by structural mimicry of a reaction intermediate.

Authors:  Douglas R Houston; Ian Eggleston; Bjørnar Synstad; Vincent G H Eijsink; Daan M F van Aalten
Journal:  Biochem J       Date:  2002-11-15       Impact factor: 3.857

8.  Psammaplin A inhibits hepatitis C virus NS3 helicase.

Authors:  Kazi Abdus Salam; Atsushi Furuta; Naohiro Noda; Satoshi Tsuneda; Yuji Sekiguchi; Atsuya Yamashita; Kohji Moriishi; Masamichi Nakakoshi; Masayoshi Tsubuki; Hidenori Tani; Junichi Tanaka; Nobuyoshi Akimitsu
Journal:  J Nat Med       Date:  2013-01-29       Impact factor: 2.343

Review 9.  Recent development of two chitinase inhibitors, Argifin and Argadin, produced by soil microorganisms.

Authors:  Tomoyasu Hirose; Toshiaki Sunazuka; Satoshi Omura
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2010       Impact factor: 3.493

10.  Chitinases: An update.

Authors:  Rifat Hamid; Minhaj A Khan; Mahboob Ahmad; Malik Mobeen Ahmad; Malik Zainul Abdin; Javed Musarrat; Saleem Javed
Journal:  J Pharm Bioallied Sci       Date:  2013-01
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